Hi. Please correct me if i'm wrong, or excuse me if this has been covered.
 
When i select a block of text *then* convert it to full line selection (cmd-shift-l) & enter column mode (option), it seems not to work most of the time ... if i make the selection full line first and THEN expand it to multiple lines, then column mode, it's fine.
 
I noticed this specifically when trying to prepend '#' to all lines in a selection, FWIW
 
(I'm not in front of TM at the moment so i hope that's accurate)
 
cheers

D